2-Bromo-4-nitro-1-(propan-2-yl)benzene → 3-Bromo-4-isopropylaniline

HRID 59584

反応式

HRID 59584 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[CH:11]([CH3:13])[CH3:12]>[Pt].[Br-].[Br-].[Zn+2].CO>[Br:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[CH:11]([CH3:13])[CH3:12])[NH2:8]

参加物

5

反応物 1

HCID 215316212-Bromo-4-nitro-1-(propan-2-yl)benzene

生成物 1

HCID 2807993-Bromo-4-isopropylaniline収率 104.1%

試薬・触媒・溶媒 3

HCID 23939Platinum触媒HCID 10421208Zinc bromide触媒HCID 887Methanol溶媒

実験手順

2-Bromo-1-isopropyl-4-nitrobenzene (XI) (20 g, 78.1 mmol, 95.8 GC % by area), methanol (400 ml), platinum on carbon (5% of platinum, poisoned with sulphur, moist with water) (1.0 g, 0.090 mmol) and zinc dibromide (265 mg, 1.18 mmol) were placed in a 600 ml autoclave. The autoclave was subsequently flushed with nitrogen and pressurized to 5 bar with hydrogen at room temperature. The contents of the autoclave were filtered through Celite, washed with methanol and the solvent was distilled off under reduced pressure. 3-Bromo-4-isopropylaniline (17.4 g, 94.5 LC-% by area, 97.7 GC-% by area, >99% of theory) was obtained as a brown oil.

後処理

  1. customThe autoclave was subsequently flushed with nitrogen
  2. custompressurized to 5 bar with hydrogen at room temperature
  3. filtrationThe contents of the autoclave were filtered through Celite
  4. washwashed with methanol
  5. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-532af21f19f842208c8ea50eafe144de
出典データセット
uspto-grants-2016_09
特許番号
US09440908B2

関連ノート

読み込み中…